So I have realized that I have a MAJOR HEWI that I actually MUST resolve. I really need a pair of work shoes. Every F/W season I feel this accutely, and I make do until I can wear booties. Maybe that's the ultimate answer?

Here are the must haves from both utility and fashion standpoints:

Must be able to stand and walk around for 6 hours; ideally longer.
Must be easy on/off in case I wear for travel.
Must work with wardrobe that is heavy in black, navy, charcoal.
No suede; must be able to handle occasional rain (getting in and out of cabs).
Must be comfortable; I have slight bunions.

Must work with cropped and bootcut trousers.
Ideally 2 - 2.5 inch heel, which I find comfortable.
No skinny heel, no kitten heel. Ideally, a block heel that doesn't look grandma.
No patent leather.
No ankle strap. (I love the Okala for going out, but they feel too dressy for my work. Plus, I want a more solid heel for walking around. And what about fall/winter?)
Must look current.
No obvious comfort brands (not really my aesthetic -- so no Born, etc.)

It is really hard to find these shoes. Right now I have two contenders -- both are Stuart Weitzman and thus pricey. Should I bite the bullet and invest on one of these? I have a pair of high SW heels that I can wear, at least for a night out. His shoes seem to work for me. But they are REALLY expensive. The pumps are $385 and the loafer style is $435.

The alternative is a dressier leather bootie. I've collected a couple of those, although I don't know about long-term comfort.

What do you think?

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